5-(hydroxy-phenyl-methyl)-1H-pyrimidine-2,4-dione | 92016-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(hydroxy-phenyl-methyl)-1H-pyrimidine-2,4-dione
• 英文别名: 5-[Hydroxy(phenyl)methyl]pyrimidine-2,4(1h,3h)-dione；5-[hydroxy(phenyl)methyl]-1H-pyrimidine-2,4-dione
• CAS: 92016-66-5
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: WUJTUWNMZBGFJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 0.08h， 以96%的产率得到5-(hydroxy-phenyl-methyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Grignard and Cerium Reagents of Pyrimidine Derivatives

  摘要：

  5- (嘧啶基)氯化镁和氯化铈分别是通过 5-溴嘧啶与乙基氯化镁的卤素金属交换以及丁锂和氯化铈（III）的连续处理制备的。同样，5-[2,4-二（叔丁氧基）嘧啶基]氯化镁和氯化铈也分别是由 5-溴-2,4-二（叔丁氧基）嘧啶与乙基氯化镁和丁基氯化铈反应制备的。

  DOI：

  10.1055/s-1999-3404

文献信息

• Functionalization of Unprotected Uracil Derivatives Using the Halogen−Magnesium Exchange
  作者：Felix Kopp、Paul Knochel

  DOI：10.1021/ol063136w

  日期：2007.4.1

  The reaction of commercially available 5-iodouracil with 2 equiv of MeMgCl in the presence of LiCl, followed by the addition of i-PrMgCl center dot LiCl, provides the corresponding trimagnesiated species, which reacts with various electrophiles to give selectively 5-functionalized uracil derivatives. This method was also successfully applied to the functionalization of 6-iodouracils including the synthesis of pharmaceutically relevant Emivirine and HEPT precursors.
• Grignard and Cerium Reagents of Pyrimidine Derivatives
  作者：Akihiko Shimura、Atsuya Momotake、Hideo Togo、Masataka Yokoyama

  DOI：10.1055/s-1999-3404

  日期：1999.3

  5-(Pyrimidinyl)magnesium and cerium chlorides were prepared via the halogen-metal exchange of 5-bromopyrimidine with ethylmagnesium chloride and a sequential treatment of butyllithium and cerium(III) chloride, respectively. In a similar way, 5-[2,4-di(tert-butoxy)pyrimidinyl]magnesium and cerium chlorides were prepared from the reaction of 5-bromo-2,4-di(tert-butoxy)-pyrimidine with ethylmagnesium chloride and butylcerium chloride, respectively.

  5- (嘧啶基)氯化镁和氯化铈分别是通过 5-溴嘧啶与乙基氯化镁的卤素金属交换以及丁锂和氯化铈（III）的连续处理制备的。同样，5-[2,4-二（叔丁氧基）嘧啶基]氯化镁和氯化铈也分别是由 5-溴-2,4-二（叔丁氧基）嘧啶与乙基氯化镁和丁基氯化铈反应制备的。